Vacation rentals in Ailsa Craig

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Top-rated vacation rentals in Ailsa Craig

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Top guest favorite
A vintage schoolhouse stands in the background, showcasing its distinctive architecture and large windows. In the foreground, a well-crafted bike rack holds several bicycles under a shaded canopy, surrounded by autumn foliage and a gravel pathway.
Home in New Hamburg
5 out of 5 average rating, 108 reviews

The Heart of New Hamburg - Picturesque Modern Home

This newly renovated schoolhouse doubles as a picturesque live-in museum! Well lit with stately windows, the upper level delivers a fusion of classic and modern with a fully equipped kitchen, master bedroom and large bathroom with a quaint tub and hand crafted fittings. The lower level boasts of 2 bedrooms with bathrooms, a cozy living area, kitchenette, dedicated workspace and separate entrance. The back patio has heated flooring; making the winter months bearable for outdoor activities.

Top guest favorite
Guesthouse in Plympton-Wyoming
4.97 out of 5 average rating, 187 reviews

Unique Guesthouse on Lake Huron - Great Sunsets!

Private, self-contained, fully furnished, 2 bedroom guest house, overlooking Lake Huron, with access to a quiet, Community private sand beach, unbelievable sunsets, rated in the top 10 worldwide, by National Geographic. Ideal spot for quiet vacations or a romantic get-a-ways. Best suited for couples, small families, or someone looking to just “get away from it all"– a true hidden gem located in southwest Ontario. Beautiful gardens, winery's, golf courses close by - What are you waiting for?

Top guest favorite
The charming cottage features a steeply pitched roof with decorative trim at the peaks. A spacious wrap-around porch is visible, framed by greenery and stone pathways, providing a welcoming entrance. Large windows and a central door add to the inviting façade.
Farm stay in Strathroy
4.84 out of 5 average rating, 295 reviews

Oasis Cottage Home of the Country

Beautifully restored cottage with a wrap-around porch. Bright, open concept with access to a full gourmet kitchen, living room, 80 acres of country setting, with a fire pit and BBQ on a peaceful sundeck. This spacious home is a great place for family reunions, retreats. getaways, bridal showers, small friends events. (Barn rental available as an option). We are a short 15 minute drive to Grand Bend Beach or you can enjoy our river frontage, ponds, and 4 kms of trails in the Carolinian forest.

Guest favorite
The cabin is situated on a grassy area, framed by tall trees. A wooden porch with steps leads to the entrance. Two blue chairs are placed on the porch, complemented by a grill and a variety of outdoor items nearby.
Cabin in Denfield
4.95 out of 5 average rating, 317 reviews

Ambient Private Cabin on Remote Farm

A unique private cabin experience. Away from the noise of the busy city, a remote path leading to a lone cabin resting in a peaceful spot in the woods. Escape the busyness of everyday life to take a breath and relax. Float on the pond, take a hike through the woods or sit back on the porch and watch the sun set. This farm enriched environment provides an ambience that can only be achieved by rural living. This farm is home to horses, a donkey and now a mini donkey!!!. New BBQ grill included

Superhost
A geodesic dome features a spacious sleeping area with a large bed adorned in neutral tones and textured pillows. Large windows surround the space, offering views of the outdoors, while a cozy seating area contains a dark armchair and a small dining table for two.
Dome in Goderich
4.86 out of 5 average rating, 284 reviews

Glamping plus, lake front, hot tub, private

We have created a very unique getaway a long the shores of Lake Huron. In combining glamping and romance you will be able to enjoy the number one rated sunsets of Lake Huron. Whether it be from your private deck barbecuing, having a campfire, or relaxing in your own hot tub we offer the chance to disconnect and reconnect. A bunky with 4 bunk beds is included should you choose to use it. Bring your hiking boots or snow shoes and check out the near by trails! Private beach access steps away!

Guest favorite
A cozy living space features wooden walls with both rustic and contemporary elements. A white sofa and modern coffee table are complemented by a dining table with wooden chairs. Natural light floods the area through large windows, enhancing the inviting atmosphere.
Cottage in Lambton Shores
4.9 out of 5 average rating, 195 reviews

Rustic Pines Cottage (Pinery Park/Grand Bend Area)

Access beaches, wineries, orchards, and a golf course within minutes as we are right off the main road. Suitable for couples & families, this is a quaint cottage that blends the original rustic feel of wood with contemporary white finishes and modern amenities. Outside you will have over 3/4 acre to yourself - roam around, enjoy the fire pit, or dine on the deck. Bring your bike to cycle, discover the walking trails, fishing, and activities that Pinery Provincial Park offers year-round!

Top guest favorite
The bungalow is framed by a well-maintained garden featuring a mix of landscaping rocks and greenery, including shrubs and flowering plants. A gravel pathway leads to the entrance, where white chairs are visible on the porch, under a canopy of trees.
Cottage in Lambton Shores
4.95 out of 5 average rating, 150 reviews

Summer Cottage/ 3 Bedroom Bungalow

Enjoy your getaway in beautiful Grand Bend Ontario! Summer bookings in July and August are Friday to Friday weekly bookings ( 7 night minimum). The bungalow is comfortable and spacious. It is perfect for families, couples and small groups. Situated next to Pinery Provincial Park where you can enjoy a long hike on the numerous trails amongst the tall trees, birds and wildlife. Enjoy a great summer or winter holiday! Restaurants, boutiques, vintage shops, ice cream, golf !!!

Guest favorite
A loft area features a spacious bed adorned with decorative pillows and a soft throw. Large windows frame a scenic view of Lake Huron, allowing natural light to fill the wooden interior, highlighting the warm tones of the walls and floor.
Guesthouse in Lambton Shores
4.86 out of 5 average rating, 191 reviews

Bluecoast Bunkie on stunning Lake Huron.

Find Bluecoast Bunkie nestled in the trees on a cliff overlooking Lake Huron. Fall asleep to the sound of the waves lapping on the shores and wake up to the choir of birds singing while enjoying a cup of artisan coffee or tea on your private deck. Take a stroll down long stretches of shoreline, seldom visited by others. Lounge on the private beach or beside the indoor salt water pool. Finish the day on the lookout while witnessing the most spectacular sunsets this world has to offer.

Guest favorite
An open living space features vaulted wooden ceilings and a blend of natural stone and modern finishes. A cozy sitting area with a sectional sofa faces a wall-mounted television, while a sleek kitchen island provides ample seating. Warm wood floors enhance the inviting ambiance.
Loft in Lambton Shores
4.97 out of 5 average rating, 258 reviews

Luxury Penthouse on Main Street (1600 sq. ft.)

This is truly a unique find in Grand Bend. Located on Main street, our penthouse loft is steps away from everything this vacation destination has to offer including the beach and best dining in town. The vaulted ceilings, fireplace, heated floors, ensuite bathroom and comfy king-sized beds make this listing a year round gem. It's a chef's dream with commercial-grade gas stove, vent and fridges. There's also parking for 3 cars and a level 2 EV charger on the premises!

Top guest favorite
A cozy firepit area is surrounded by smooth stones, featuring two Adirondack chairs in bright yellow and red. Soft smoke rises from the crackling fire, and a lush green backdrop offers a sense of seclusion and tranquility.
Guest suite in Thedford
4.98 out of 5 average rating, 110 reviews

Sunset Ridge/Fire pit/Nature

Forget your worries in this spacious and serene space. The suite features a separate entrance, offering complete privacy within the main structure of the house. Outside is a secluded firepit area surrounded by a country view. Catch the sunsets! ✧Twin Pines Orchards & Cider house 5 min walk ✧Shale Ridge Winery 10 min walk ✧Widder Station golf & Country club 5 min drive ✧ Ipperwash Beach 12 min drive ✧ Lambton Heritage Museum 8 Km A modest fee for accommodating pets.

Top guest favorite
Apartment in Dashwood
4.97 out of 5 average rating, 151 reviews

The Ashbourne 2 bedroom apartment

Welcome to your dream get away! Located on a quiet street in the village of Dashwood, only a 12 minute drive to the beach in Grand Bend. Relax at night in the privacy screened exclusive hot tub, star gazing. Sit under the gazebo on a lazy afternoon listening to the birds. In the morning enjoy your FREE daily hot breakfast, served to you at your time preference, from 6:30 and 9:00 a m. Vegetarian or Vegan options available..

Top guest favorite
A modern studio space features a spacious bed with crisp linens and decorative pillows. A comfortable armchair sits next to a stylish wooden media console, housing a large television. Natural light fills the room through windows, with contemporary artwork adorning the walls.
Apartment in Strathroy
4.98 out of 5 average rating, 123 reviews

Strathroy Studio “Boutique living at its best!”

Welcome to your boutique-style studio in Strathroy — spotless, stylish, and thoughtfully stocked for a stress-free stay. Enjoy a 65" smart TV, fast Wi-Fi, a well-equipped kitchenette with coffee, tea & snacks, and a spa-clean bathroom with fresh towels. With private entry, easy parking, and cozy touches like slippers and local tips, it’s the perfect spot to unwind, work remotely, or explore the area in comfort.

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